HCID 18426939, compound → hexahydro-cyclopenta[b]furan-2-one

HRID 1281205Notes

Reaction equation

HRID 1281205 reaction equation
C[CH:2]([CH3:16])[CH2:3][CH2:4][CH2:5][C:6](F)(F)[C:7](=[O:13])CP(=O)([O-])[O-].C[O-:18].[Tl+]>ClCCl>[CH:16]12[CH2:2][CH2:3][CH2:4][CH:5]1[CH2:6][C:7](=[O:13])[O:18]2

Participants

4

Reactant 2

HCID 18426939HCID 18426939, compoundHCID 131722602HCID 131722602, compound

Product 1

HCID 11665410hexahydro-cyclopenta[b]furan-2-oneYield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (9-a) was reacted with dimethyl-3,3-difluoro-2-oxoheptylphosphonate (30.0 g) in dichloromethane in the presence of thallium methoxide (8.23 ml). The crude product obtained by the conventional treatment of the reaction mixture was purified on silica gel column to give the titled compound (10-a) [yield:24.4 g(58%)].

Workup

  1. customThe crude product obtained by the conventional treatment of the reaction mixture
  2. customwas purified on silica gel column

Sources & evidence

ORD record
ord-d5015ca34c964aec9c9fddb4be78e4f0
Source dataset
uspto-grants-2002_09
Patent number
US06452039B1

Reaction notes

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